The Design and Synthesis of Infrared Flourescent Colorants
Abstract
A full spectral examination revealed that the total fluorescence emission from Direct Blue 108, a commercial dioxazine dye with moderate near infrared fluorescence, is much greater than that from Basic Blue 3, the strongest near infrared fluorescer uncovered in a Natick investigation of commercial dyes. Molecular orbital calculations performed on twenty-one related dioxazine structures indicate that a ring system with two perylene moieties fused to the dioxazine system, should fluoresce near 750 nm when dyed on nylon. These calculations, coupled with literature reports of high fluorescence yield for perylene derivatives, incidate that this ring system is likely to fulfill the Natick Laboratories' requirements. Ongoing efforts to synthesize nylon dyes containing the desired ring system are discussed. A total of 16 new compounds prepared during the course of this effort are described and characterized. A reliable method of preparing the essential intermediate, 3-aminoperylene, (3- AMP) from commercially available starting materials in good yields was developed.
Document Details
- Document Type
- Technical Report
- Publication Date
- Nov 01, 1974
- Accession Number
- ADA005082
Entities
People
- A. Zweig
- G. W. Nachtigall
Organizations
- United States Army Soldier Systems Center